Chemical Fingerprinting, Isolation and Characterization of Polyphenol Compounds from Heliotropium taltalense (Phil.) I.M. Johnst and Its Endothelium-Dependent Vascular Relaxation Effect in Rat Aorta

Abstract

<jats:p>Heliotropium taltalense is an endemic species of the northern coast of Chile and is used as folk medicine. The polyphenolic composition of the methanolic and aqueous extract of the endemic Chilean species was investigated using Ultrahigh-Performance Liquid Chromatography, Heated Electrospray Ionization and Mass Spectrometry (UHPLC-Orbitrap-HESI-MS). Fifty-three compounds were detected, mainly derivatives of benzoic acid, flavonoids, and some phenolic acids. Furthermore, five major compounds were isolated by column chromatography from the extract, including four flavonoids and one geranyl benzoic acid derivative, which showed vascular relaxation and were in part responsible for the activity of the extracts. Since aqueous extract of H. taltalense (83% ± 9%, 100 μg/mL) produced vascular relaxation through an endothelium-dependent mechanism in rat aorta, and the compounds rhamnocitrin (89% ± 7%; 10−4 M) and sakuranetin (80% ± 6%; 10−4 M) also caused vascular relaxation similar to the extracts of H. taltalense, these pure compounds are, to some extent, responsible for the vascular relaxation.</jats:p>

In vivo determination of analgesic and anti-inflammatory activities of isolated compounds from Cleome amblyocarpa and molecular modelling for the top active investigated compounds

“…Compound 6 : yellow solid; R f = 0.43 (50 : 50 EtOAc/ n -hexane); MP = 214–216 °C; EI-MS ( m / z : 299.97); 37 UV spectrum (MeOH, λ max nm): 269; 349, plus AcONa: 272; 354 confirms the absence of OH in C 7 , plus AlCl 3 276 and 391 OH free in C 5 and C 3 (ref. 38); it was identified as rhamnocitrin (Fig.…”

“…38); it was identified as rhamnocitrin (Fig. 1) by comparing 1 H-NMR (300 MHz; CD 3 OD) analyses with the spectral published data, 37 see (Table S.6†).…”

Metabolic Profiling of Vasorelaxant Extract from Malvaviscus arboreus by LC/QTOF‐MS

“…Commonly, bioactive compounds isolated from medicinal plants are identified, elucidated, and standardized by spectroscopic and spectrometric techniques. Other organic extracts with phenolic compounds and pure phenolic compounds have been reported with interesting vasorelaxant bioactivity in rat aorta preparations [12,13] . In this sense, pentacyclic triterpenes, such as betulinic acid, are considered interesting compounds due to their vasorelaxant activity [14] .…”

The Effects of Flavonoids in Cardiovascular Diseases

“…and Heliotropium taltalense Phil. (mainly rutin, hesperidin, quercetin, or naringenin, pinocembrin, respectively) [ 80 , 81 ].…”